Practicing Success
Assertion: Pyrrole is more basic than pyridine. Reason: In pyrrole nitrogen is sp3 hybridized. |
Both Assertion and Reason are correct and the Reason is the correct explanation for the Assertion. Both Assertion and Reason are correct and the Reason is not the correct explanation for the Assertion. Assertion is correct but the Reason is incorrect. Both Assertion and Reason are incorrect. |
Both Assertion and Reason are incorrect. |
The correct answer is option 4. Both Assertion and Reason are incorrect. Assertion: Pyrrole is more basic than pyridine.
The assertion is incorrect. Pyridine is more basic than pyrrole. The nitrogen in pyridine is \(sp^2\) hybridized, and its lone pair of electrons is in an \( sp^2 \) orbital, which is not involved in the aromatic π-system of the ring. This makes the lone pair available for protonation, enhancing its basicity. Pyrrole is less basic compared to pyridine. In pyrrole, the nitrogen is also \(sp^2\) hybridized, but its lone pair of electrons is involved in the aromatic π-system. The involvement of the lone pair in the aromatic \(\pi \)-system delocalizes the electron density, making the lone pair less available for protonation. This delocalization decreases its basicity. Pyridine is more basic than pyrrole due to the availability of the lone pair on nitrogen in pyridine, which is not involved in the aromatic system. Reason: In pyrrole, nitrogen is sp³ hybridized. Summary of Correct Understanding Pyridine is more basic than pyrrole because the lone pair of electrons on nitrogen in pyridine is not involved in the aromatic π-system and is more available for protonation. Pyrrole’s nitrogen is \(sp^2\) hybridized, and its lone pair is part of the aromatic π-system, making it less available for protonation and thus less basic. Therefore, the assertion and reason provided are both incorrect |